AI Digital Delivery Director

An Asian insurance Group is seeking a Director of GenAI Digital Delivery for its Japan Office to lead the end-to-end execution of enterprise Generative AI initiatives across Asia.
This is a senior delivery leadership role responsible for driving the implementation, rollout, and operation of GenAI-powered digital solutions at scale. 

Responsibilities:
- Lead end-to-end delivery of GenAI digital solutions (development → deployment → operations)
- Execute initiatives aligned with product roadmap, priorities, and strategic direction
- Collaborate closely with product managers and GenAI leadership to ensure successful delivery
- Manage multiple concurrent initiatives across regions, ensuring quality, stability, and timelines
- Work with architecture, data, risk, and compliance teams to ensure governance and regulatory alignment
- Ensure solutions meet non-functional requirements (security, scalability, performance, cost efficiency)
- Drive enterprise-grade implementation and operations of GenAI solutions
- Coordinate with regional IT and digital teams to support rollout and adoption across markets
- Identify and mitigate delivery risks, ensuring stable releases and continuous improvement


Why Should You Apply:
- Lead enterprise-scale GenAI delivery across Asia
- High-impact role with strong exposure to CTO and regional leadership
- Opportunity to drive real-world AI implementation at scale (not just strategy)
- Work in a fast-growing, tech-driven insurance organization
- International and collaborative working environment

Company Details
This organization is a pan-Asian life and health insurance provider serving tens of millions of customers across multiple markets. With a strong digital-first strategy, it is actively transforming the insurance experience through innovation and technology.
What makes this company particularly attractive for IT professionals is that technology sits at the core of the business, not as a support function but as a key driver of growth and differentiation. There is significant investment in modern platforms, data capabilities, and digital customer experiences, creating opportunities for engineers to build and scale products that directly impact users across multiple countries.
The regional footprint also provides exposure to diverse markets, allowing tech talent to work on scalable, cross-border systems rather than being limited to localized, legacy environments. This results in a more dynamic and forward-looking engineering environment compared to many traditional players in the industry.
Culturally, the organization tends to operate with a more agile and international mindset. This often translates into faster decision-making, greater ownership, and the opportunity to collaborate with global teams using modern development practices.

Working Hours: Full flex time (no core hours)
Working Style: 3 days’ work in office, and 2 days’ work from home
Holidays: Saturday, Sunday, National Holidays, Year-end and New Year Holidays, Paid Holidays
Services/Benefits: Transportation expenses up to 20,000 yen per month, plus 124 holidays per year leave, plus social insurance (health insurance, welfare pension, and work-related accident insurance), Periodic health examination, and Employment insurance

- 10+ years of experience in software engineering, digital delivery, or technology implementation
- 5+ years of experience managing engineering or delivery teams at a senior level
- Proven experience delivering AI / GenAI solutions in large-scale or regulated environments
- Strong experience leading complex, multi-stakeholder digital programs
- Experience collaborating closely with product and engineering teams
- Strong understanding of enterprise architecture, delivery frameworks, and system integration
- Ability to manage multiple workstreams and drive execution under ambiguity